fix: upgrade deno_ast to 0.23 (#17269)

Closes #17172
Closes #15669
Closes #8529

18 files changed, 144 insertions, 115 deletions

diff --git a/.cargo/config.toml b/.cargo/config.toml
index a2e0fc565..10e4b295c 100644
--- a/.cargo/config.toml
+++ b/.cargo/config.toml
@@ -7,7 +7,7 @@ rustflags = [
   "target-feature=+crt-static",
   "-C",
   # increase the stack size to prevent swc overflowing the stack in debug
-  "link-arg=/STACK:2097152",
+  "link-arg=/STACK:3145728",
 ]
 
 [target.aarch64-apple-darwin]
diff --git a/.dprint.json b/.dprint.json
index d5c5ee343..c455626cc 100644
--- a/.dprint.json
+++ b/.dprint.json
@@ -43,10 +43,10 @@
     "tools/wpt/manifest.json"
   ],
   "plugins": [
-    "https://plugins.dprint.dev/typescript-0.79.0.wasm",
+    "https://plugins.dprint.dev/typescript-0.80.2.wasm",
     "https://plugins.dprint.dev/json-0.17.0.wasm",
     "https://plugins.dprint.dev/markdown-0.15.1.wasm",
     "https://plugins.dprint.dev/toml-0.5.4.wasm",
-    "https://plugins.dprint.dev/exec-0.3.2.json@8efbbb3fcfbdf84142c3c438fbdeaf1637152a020032127c837b2b14e23261c3"
+    "https://plugins.dprint.dev/exec-0.3.5.json@d687dda57be0fe9a0088ccdaefa5147649ff24127d8b3ea227536c68ee7abeab"
   ]
 }
diff --git a/Cargo.lock b/Cargo.lock
index a46dd6358..4a97c9ef2 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -754,15 +754,6 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "8d7439c3735f405729d52c3fbbe4de140eaf938a1fe47d227c27f8254d4302a5"
 
 [[package]]
-name = "debug_unreachable"
-version = "0.1.1"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "9a032eac705ca39214d169f83e3d3da290af06d8d1d344d1baad2fd002dca4b3"
-dependencies = [
- "unreachable",
-]
-
-[[package]]
 name = "deno"
 version = "1.29.1"
 dependencies = [
@@ -848,9 +839,9 @@ dependencies = [
 
 [[package]]
 name = "deno_ast"
-version = "0.21.0"
+version = "0.23.2"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "e95105b29938cac5c987017a3c3d245776d71de77838658e5abe917ad75b1929"
+checksum = "e51afb5385ac30f59a1f4a80c986b7b4f02a1bf9da8bba5173aed80ab75ad8bf"
 dependencies = [
  "anyhow",
  "base64",
@@ -978,9 +969,9 @@ dependencies = [
 
 [[package]]
 name = "deno_doc"
-version = "0.51.0"
+version = "0.52.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "7a5f0f24f690e9c0c1d22fe9c9da68b65d7378a5c10afe4a61398134eb031e21"
+checksum = "5a4d646da7094c8c4005c1ecfeb9649a1f3875e5e964a1ecf6d44899c5692ebb"
 dependencies = [
  "cfg-if",
  "deno_ast",
@@ -996,14 +987,15 @@ dependencies = [
 
 [[package]]
 name = "deno_emit"
-version = "0.12.0"
+version = "0.13.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "c721cb4e2ca7d94702f6987c2050aedfd270d18f87020080e396865a65dd957e"
+checksum = "33d7152339bef69b44316be53d6b34cf40718c3084a22565d729b4131c53f462"
 dependencies = [
  "anyhow",
  "base64",
  "deno_ast",
  "deno_graph",
+ "escape8259",
  "futures",
  "parking_lot 0.11.2",
 ]
@@ -1059,9 +1051,9 @@ dependencies = [
 
 [[package]]
 name = "deno_graph"
-version = "0.39.0"
+version = "0.41.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "87b3758993b62cf234fac6e922b2217aac6c3086d6d9a4fa36ddf7779abb0890"
+checksum = "88980ad969ef1922782f4b19159bb3c46919e883292f1c71ddc3bcd8ba1a5a46"
 dependencies = [
  "anyhow",
  "cfg-if",
@@ -1073,7 +1065,6 @@ dependencies = [
  "regex",
  "serde",
  "serde_json",
- "sourcemap",
  "url",
 ]
 
@@ -1104,9 +1095,9 @@ dependencies = [
 
 [[package]]
 name = "deno_lint"
-version = "0.35.0"
+version = "0.37.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "1d2c4e416322d10531eb0ebc6f3fa355380e4d25bbcd4109e3edd0b0aa71ed77"
+checksum = "82424506123f05de694106aa906a20cd1aabde637213187cfb3c6f0eba794e4a"
 dependencies = [
  "anyhow",
  "deno_ast",
@@ -1456,9 +1447,9 @@ dependencies = [
 
 [[package]]
 name = "dprint-plugin-typescript"
-version = "0.79.0"
+version = "0.80.2"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "cf79285ae7a27047ab90162fefab77367478e08fffc42f8158143f8b33b69c22"
+checksum = "74eb3bfe4a29790f676d30159fca39ddd1450308185b2bd412517493d2449e52"
 dependencies = [
  "anyhow",
  "deno_ast",
@@ -1469,9 +1460,9 @@ dependencies = [
 
 [[package]]
 name = "dprint-swc-ext"
-version = "0.5.0"
+version = "0.6.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "f8ac3ba92d2cf3b87b8f48551d1720ff63a134545c830476aaffd8cf9d80e84e"
+checksum = "ba1b7bac9133524358ec340b52b30a72df03c6252e327c22ad230637cc357306"
 dependencies = [
  "bumpalo",
  "num-bigint",
@@ -1639,10 +1630,19 @@ dependencies = [
 ]
 
 [[package]]
+name = "escape8259"
+version = "0.5.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "ba4f4911e3666fcd7826997b4745c8224295a6f3072f1418c3067b97a67557ee"
+dependencies = [
+ "rustversion",
+]
+
+[[package]]
 name = "eszip"
-version = "0.31.0"
+version = "0.32.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "d8119eb19b5b7f9c6b6da550781249bb05562fbdadb10f80f0a3afb96dde4944"
+checksum = "584906c722ca9751a4e1dd1fde7ca3387e2af2b4b3608e8d44bd29f22095a4a2"
 dependencies = [
  "anyhow",
  "base64",
@@ -1653,7 +1653,6 @@ dependencies = [
  "serde_json",
  "sha2",
  "thiserror",
- "tokio",
  "url",
 ]
 
@@ -3728,6 +3727,12 @@ dependencies = [
 ]
 
 [[package]]
+name = "rustversion"
+version = "1.0.11"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "5583e89e108996506031660fe09baa5011b9dd0341b89029313006d1fb508d70"
+
+[[package]]
 name = "rustyline"
 version = "10.0.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
@@ -4165,9 +4170,9 @@ checksum = "6bdef32e8150c2a081110b42772ffe7d7c9032b606bc226c8260fd97e0976601"
 
 [[package]]
 name = "swc_atoms"
-version = "0.4.23"
+version = "0.4.32"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "01b878052680dcec3421ab50384279443dbf93651b05da38e5133e0894a18096"
+checksum = "9ad59af21529fcd3f4f8fa6b1ae399c2b183ec42c68347d76d68d6e5b657956e"
 dependencies = [
  "once_cell",
  "rustc-hash",
@@ -4179,9 +4184,9 @@ dependencies = [
 
 [[package]]
 name = "swc_bundler"
-version = "0.192.45"
+version = "0.193.30"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "4b3b6d8aba63acb7baf2d2b5aed930322259ccd8fcdc5f4e3ddefb9cff62bb1d"
+checksum = "dc9c11d11591e011e4131febcc366fb0401446a5ac71813de08437237be43668"
 dependencies = [
  "ahash",
  "anyhow",
@@ -4211,17 +4216,17 @@ dependencies = [
 
 [[package]]
 name = "swc_common"
-version = "0.29.10"
+version = "0.29.25"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "ebd844dfbd9969a9ef8430e954661de43edde353d65e987f935a328619698883"
+checksum = "506321cad7393893018aac83a3b3bd25203883e8c47ab0864bb43195d43b22dd"
 dependencies = [
  "ahash",
  "ast_node",
  "better_scoped_tls",
  "cfg-if",
- "debug_unreachable",
  "either",
  "from_variant",
+ "new_debug_unreachable",
  "num-bigint",
  "once_cell",
  "rustc-hash",
@@ -4264,9 +4269,9 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_ast"
-version = "0.94.14"
+version = "0.95.9"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "2c3303de79adce1137e6514e5939686173e7d26c71d91c3067056caa45183547"
+checksum = "3cc936f04c4e671ae5918b573a50945c5189d3dcdd57e4faddd47889717e1416"
 dependencies = [
  "bitflags",
  "is-macro",
@@ -4281,9 +4286,9 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_codegen"
-version = "0.127.23"
+version = "0.128.15"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "8cb696997765db4832aabc142cd0f95d38f3d746556d99ad0c7b06c68642d37a"
+checksum = "121caf2dde74cbd143035a92cfd249be7744ee31622c4e66ee19a8249e3f6855"
 dependencies = [
  "memchr",
  "num-bigint",
@@ -4313,9 +4318,9 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_dep_graph"
-version = "0.94.19"
+version = "0.95.13"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "0c1b4e4e7928d9d41fe951551edc19829c878c84df242b85320a4c950f3a7a24"
+checksum = "42a9122bcff80fba41cadd123fc9136424755144de16dfabeee4031144d204a9"
 dependencies = [
  "swc_atoms",
  "swc_common",
@@ -4325,9 +4330,9 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_loader"
-version = "0.41.11"
+version = "0.41.26"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "0c0aac15ea4dfdceec8b04389f2d6ff27ea0f0d243aa89904e420a6d0a96e512"
+checksum = "42710b93ec010a5e0354cc86d621a3dd0243351d649d0c273c1887035a256151"
 dependencies = [
  "ahash",
  "anyhow",
@@ -4339,9 +4344,9 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_parser"
-version = "0.122.19"
+version = "0.123.13"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "8cec064f10003ea47bd5e97d6456a683643da9f705670b97eb1c90bc434f58f3"
+checksum = "22225f792dcbcd3d3e77498d6e6fb86161cdd05ba4e24456361768dc41ee2948"
 dependencies = [
  "either",
  "enum_kind",
@@ -4358,9 +4363,9 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_transforms_base"
-version = "0.111.33"
+version = "0.112.19"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "26e2a38941b0b8dee1ed90de0c7eb0d31e5370378d8747ee8d078c0d214ddcb8"
+checksum = "44bc36990f42ceea1370426a2f3e923f43c4277342a8583edb4c4bef2f27e63d"
 dependencies = [
  "better_scoped_tls",
  "bitflags",
@@ -4380,9 +4385,9 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_transforms_classes"
-version = "0.100.32"
+version = "0.101.19"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "0120315ca713614946d146e241b63657f6e327b35517af8f48ffc495fcd41fe7"
+checksum = "7b247a889b92f088e5ecd66ccbdc5915a102d4d9f54823e9a93ec7344a1c080f"
 dependencies = [
  "swc_atoms",
  "swc_common",
@@ -4407,9 +4412,9 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_transforms_optimization"
-version = "0.167.26"
+version = "0.168.21"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "a70f693c2f33d606453c6e4d701be809c59e12ddb0ff6c0afd3a6dc6ee41c940"
+checksum = "f8d291756dcb423ea457c65ac463fbfd52d5917a7cda9ea4a097591afabe2ca5"
 dependencies = [
  "ahash",
  "dashmap",
@@ -4432,9 +4437,9 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_transforms_proposal"
-version = "0.144.20"
+version = "0.145.20"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "2ef43c950a86d2b577a011a3b665d084780bd5cdb9b28fcc5b41ba3a1b1592b2"
+checksum = "d1850fce438ac6d3f31a1e4bcf8e385df7fe6603cb4a09d3a281472b2b937518"
 dependencies = [
  "either",
  "serde",
@@ -4451,9 +4456,9 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_transforms_react"
-version = "0.155.21"
+version = "0.156.20"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "bad10f89e09579dfe89b088db9ce864764e834f7bbb2a8e729b3803dbcc813b1"
+checksum = "dd4b1e06d0c517dbc308d6ba9004c1d8bd3e271f2bff445ac2226536e3893e67"
 dependencies = [
  "ahash",
  "base64",
@@ -4477,9 +4482,9 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_transforms_typescript"
-version = "0.159.22"
+version = "0.160.21"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "a1f72f7070b8184b2c6d682ce3481797c0045cbccac0f1b271e66b95d773bdd1"
+checksum = "795677b92c36308ff444952aa1eb7ce041964f7f823dda69de406401b73e0d6e"
 dependencies = [
  "serde",
  "swc_atoms",
@@ -4493,13 +4498,14 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_utils"
-version = "0.105.24"
+version = "0.106.15"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "8efe8af0ab5c899bacba887f86dea3e47e477df041782d11bce91a22cec2a1f5"
+checksum = "20675f180e890897386295825bb6297640f7843282410545479dce02ac98b563"
 dependencies = [
  "indexmap",
  "num_cpus",
  "once_cell",
+ "rustc-hash",
  "swc_atoms",
  "swc_common",
  "swc_ecma_ast",
@@ -4510,9 +4516,9 @@ dependencies = [
 
 [[package]]
 name = "swc_ecma_visit"
-version = "0.80.14"
+version = "0.81.9"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "47d7de36b60fb0f72b19417a988fe71c800d1a07071421720e469325990a5d7a"
+checksum = "0ebf5de90444c90b1905b7618800a7572fc757faa8c90cc1c6031d1f6ca179df"
 dependencies = [
  "num-bigint",
  "swc_atoms",
@@ -4536,9 +4542,9 @@ dependencies = [
 
 [[package]]
 name = "swc_fast_graph"
-version = "0.17.11"
+version = "0.17.26"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "0ed0262f3338afdf976e85290653b9170f4f3272e05f35c2bac3f2cecc8544f2"
+checksum = "06584f28662339e1972d164d263b3bfacdc13e1acb5fbe6d568c132a4693034b"
 dependencies = [
  "ahash",
  "indexmap",
@@ -4548,9 +4554,9 @@ dependencies = [
 
 [[package]]
 name = "swc_graph_analyzer"
-version = "0.18.11"
+version = "0.18.28"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "085d076c5cf0d27e1b1fedc73d6c356357b8d56e8e1750913906090ffa398e7d"
+checksum = "2b052b885bcf22f52a0d279a88191f8df2787dca5105409998aa3890460c5e77"
 dependencies = [
  "ahash",
  "auto_impl",
@@ -5268,15 +5274,6 @@ dependencies = [
 ]
 
 [[package]]
-name = "unreachable"
-version = "0.1.1"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "1f2ae5ddb18e1c92664717616dd9549dde73f539f01bd7b77c2edb2446bdff91"
-dependencies = [
- "void",
-]
-
-[[package]]
 name = "untrusted"
 version = "0.7.1"
 source = "registry+https://github.com/rust-lang/crates.io-index"
@@ -5354,12 +5351,6 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "49874b5167b65d7193b8aba1567f5c7d93d001cafc34600cee003eda787e483f"
 
 [[package]]
-name = "void"
-version = "1.0.2"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "6a02e4885ed3bc0f2de90ea6dd45ebcbb66dacffe03547fadbb0eeae2770887d"
-
-[[package]]
 name = "vte"
 version = "0.11.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
diff --git a/Cargo.toml b/Cargo.toml
index 0164a9365..b3e3a59be 100644
--- a/Cargo.toml
+++ b/Cargo.toml
@@ -41,7 +41,7 @@ repository = "https://github.com/denoland/deno"
 
 [workspace.dependencies]
 v8 = { version = "0.60.0", default-features = false }
-deno_ast = { version = "0.21.0", features = ["transpiling"] }
+deno_ast = { version = "0.23.2", features = ["transpiling"] }
 
 deno_core = { version = "0.164.0", path = "./core" }
 deno_ops = { version = "0.42.0", path = "./ops" }
diff --git a/cli/Cargo.toml b/cli/Cargo.toml
index 2747e5333..3724efe46 100644
--- a/cli/Cargo.toml
+++ b/cli/Cargo.toml
@@ -44,10 +44,10 @@ winres.workspace = true
 [dependencies]
 deno_ast = { workspace = true, features = ["bundler", "cjs", "codegen", "dep_graph", "module_specifier", "proposal", "react", "sourcemap", "transforms", "typescript", "view", "visit"] }
 deno_core.workspace = true
-deno_doc = "0.51.0"
-deno_emit = "0.12.0"
-deno_graph = "0.39.0"
-deno_lint = { version = "0.35.0", features = ["docs"] }
+deno_doc = "0.52.0"
+deno_emit = "0.13.0"
+deno_graph = "0.41.0"
+deno_lint = { version = "0.37.0", features = ["docs"] }
 deno_runtime.workspace = true
 deno_task_shell = "0.8.1"
 napi_sym.workspace = true
@@ -65,10 +65,10 @@ data-url.workspace = true
 dissimilar = "=1.0.4"
 dprint-plugin-json = "=0.17.0"
 dprint-plugin-markdown = "=0.15.1"
-dprint-plugin-typescript = "=0.79.0"
+dprint-plugin-typescript = "=0.80.2"
 encoding_rs.workspace = true
 env_logger = "=0.9.0"
-eszip = "=0.31.0"
+eszip = "=0.32.0"
 fancy-regex = "=0.10.0"
 flate2.workspace = true
 http.workspace = true
diff --git a/cli/js/40_testing.js b/cli/js/40_testing.js
index f4dcf8a91..43232ef90 100644
--- a/cli/js/40_testing.js
+++ b/cli/js/40_testing.js
@@ -1069,7 +1069,7 @@
     if (shuffle !== null) {
       // http://en.wikipedia.org/wiki/Linear_congruential_generator
       // Use BigInt for everything because the random seed is u64.
-      const nextInt = (function (state) {
+      const nextInt = function (state) {
         const m = 0x80000000n;
         const a = 1103515245n;
         const c = 12345n;
@@ -1077,7 +1077,7 @@
         return function (max) {
           return state = ((a * state + c) % m) % BigInt(max);
         };
-      }(BigInt(shuffle)));
+      }(BigInt(shuffle));
 
       for (let i = filtered.length - 1; i > 0; i--) {
         const j = nextInt(i);
diff --git a/cli/standalone.rs b/cli/standalone.rs
index cce494694..b37df5191 100644
--- a/cli/standalone.rs
+++ b/cli/standalone.rs
@@ -11,6 +11,9 @@ use deno_core::anyhow::anyhow;
 use deno_core::anyhow::Context;
 use deno_core::error::type_error;
 use deno_core::error::AnyError;
+use deno_core::futures::io::AllowStdIo;
+use deno_core::futures::AsyncReadExt;
+use deno_core::futures::AsyncSeekExt;
 use deno_core::futures::FutureExt;
 use deno_core::located_script_name;
 use deno_core::serde::Deserialize;
@@ -40,7 +43,6 @@ use std::iter::once;
 use std::pin::Pin;
 use std::rc::Rc;
 use std::sync::Arc;
-use tokio::io::{AsyncReadExt, AsyncSeekExt};
 
 #[derive(Deserialize, Serialize)]
 pub struct Metadata {
@@ -74,9 +76,10 @@ pub async fn extract_standalone(
 ) -> Result<Option<(Metadata, eszip::EszipV2)>, AnyError> {
   let current_exe_path = current_exe()?;
 
-  let file = tokio::fs::File::open(current_exe_path).await?;
+  let file = std::fs::File::open(current_exe_path)?;
 
-  let mut bufreader = tokio::io::BufReader::new(file);
+  let mut bufreader =
+    deno_core::futures::io::BufReader::new(AllowStdIo::new(file));
 
   let trailer_pos = bufreader.seek(SeekFrom::End(-24)).await?;
   let mut trailer = [0; 24];
diff --git a/cli/tests/repl_tests.rs b/cli/tests/repl_tests.rs
index 418ff00d6..7a13f7553 100644
--- a/cli/tests/repl_tests.rs
+++ b/cli/tests/repl_tests.rs
@@ -52,17 +52,15 @@ mod repl {
 
   #[test]
   fn pty_unpaired_braces() {
-    util::with_pty(&["repl"], |mut console| {
-      console.write_line(")");
-      console.write_line("]");
-      console.write_line("}");
-      console.write_line("close();");
+    for right_brace in &[")", "]", "}"] {
+      util::with_pty(&["repl"], |mut console| {
+        console.write_line(right_brace);
+        console.write_line("close();");
 
-      let output = console.read_all_output();
-      assert_contains!(output, "Unexpected token `)`");
-      assert_contains!(output, "Unexpected token `]`");
-      assert_contains!(output, "Unexpected token `}`");
-    });
+        let output = console.read_all_output();
+        assert_contains!(output, "Expression expected");
+      });
+    }
   }
 
   #[test]
@@ -518,7 +516,7 @@ mod repl {
         None,
         false,
       );
-      assert_contains!(out, "Unexpected token");
+      assert_contains!(out, "Expression expected");
       assert!(err.is_empty());
     }
   }
@@ -565,7 +563,7 @@ mod repl {
       Some(vec![("NO_COLOR".to_owned(), "1".to_owned())]),
       false,
     );
-    assert_contains!(out, "Unexpected token `>`");
+    assert_contains!(out, "Expression expected");
     assert!(err.is_empty());
   }
 
diff --git a/cli/tests/testdata/fmt/fmt_check_parse_error.out b/cli/tests/testdata/fmt/fmt_check_parse_error.out
index d9b918af7..9854b6c97 100644
--- a/cli/tests/testdata/fmt/fmt_check_parse_error.out
+++ b/cli/tests/testdata/fmt/fmt_check_parse_error.out
@@ -1,6 +1,6 @@
-Error checking: [WILDCARD]
-   Line 2, column 7: Expected '{', got '<eof>'
+Error checking: [WILDCARD]parse_error.ts
+  Expected '{', got '<eof>' at [WILDCARD]parse_error.ts:2:7
 
-  class Test
-        ~~~~
+    class Test
+          ~~~~
 error: Found 1 not formatted file in 1 file
diff --git a/cli/tests/testdata/lint/expected_json.out b/cli/tests/testdata/lint/expected_json.out
index 61680607c..08ea0d3e0 100644
--- a/cli/tests/testdata/lint/expected_json.out
+++ b/cli/tests/testdata/lint/expected_json.out
@@ -58,7 +58,7 @@
   "errors": [
     {
       "file_path": "[WILDCARD]malformed.js",
-      "message": "Expected '{', got 'B' at [WILDCARD]malformed.js:4:16"
+      "message": "Expected '{', got 'B' at [WILDCARD]malformed.js:4:16\n\n  export class A B C\n                 ~"
     }
   ]
 }
diff --git a/cli/tests/testdata/run/error_syntax.js.out b/cli/tests/testdata/run/error_syntax.js.out
index 6d3f05b8e..fa4d51686 100644
--- a/cli/tests/testdata/run/error_syntax.js.out
+++ b/cli/tests/testdata/run/error_syntax.js.out
@@ -1 +1,4 @@
 error: The module's source code could not be parsed: Expected ',', got 'following' at [WILDCARD]/error_syntax.js:3:6
+
+  (the following is a syntax error  ^^ ! )
+       ~~~~~~~~~
diff --git a/cli/tests/testdata/run/error_syntax_empty_trailing_line.mjs.out b/cli/tests/testdata/run/error_syntax_empty_trailing_line.mjs.out
index f4bbc6708..2eb290bb5 100644
--- a/cli/tests/testdata/run/error_syntax_empty_trailing_line.mjs.out
+++ b/cli/tests/testdata/run/error_syntax_empty_trailing_line.mjs.out
@@ -1 +1,4 @@
 error: The module's source code could not be parsed: Unexpected eof at [WILDCARD]/error_syntax_empty_trailing_line.mjs:2:22
+
+  setTimeout(() => {}),
+                       ~
diff --git a/cli/tests/testdata/run/swc_syntax_error.ts.out b/cli/tests/testdata/run/swc_syntax_error.ts.out
index c968db5e9..81b0c1949 100644
--- a/cli/tests/testdata/run/swc_syntax_error.ts.out
+++ b/cli/tests/testdata/run/swc_syntax_error.ts.out
@@ -1 +1,4 @@
 error: The module's source code could not be parsed: Unexpected token `}`. Expected an identifier, void, yield, null, await, break, a string literal, a numeric literal, true, false, `, -, import, this, typeof, {, [, ( at [WILDCARD]syntax_error.ts:4:1
+
+  }
+  ~
diff --git a/cli/tests/watcher_tests.rs b/cli/tests/watcher_tests.rs
index b5c4fe5c0..0b9749e48 100644
--- a/cli/tests/watcher_tests.rs
+++ b/cli/tests/watcher_tests.rs
@@ -470,6 +470,9 @@ mod watcher {
     let next_line = stderr_lines.next().unwrap();
     assert_contains!(&next_line, "Bundle started");
     assert_contains!(stderr_lines.next().unwrap(), "error:");
+    assert_eq!(stderr_lines.next().unwrap(), "");
+    assert_eq!(stderr_lines.next().unwrap(), "  syntax error ^^");
+    assert_eq!(stderr_lines.next().unwrap(), "         ~~~~~");
     assert_contains!(stderr_lines.next().unwrap(), "Bundle failed");
     // the target file hasn't been created yet
     assert!(!target_file.is_file());
@@ -929,6 +932,9 @@ mod watcher {
     write(&another_test, "syntax error ^^").unwrap();
     assert_contains!(stderr_lines.next().unwrap(), "Restarting");
     assert_contains!(stderr_lines.next().unwrap(), "error:");
+    assert_eq!(stderr_lines.next().unwrap(), "");
+    assert_eq!(stderr_lines.next().unwrap(), "  syntax error ^^");
+    assert_eq!(stderr_lines.next().unwrap(), "         ~~~~~");
     assert_contains!(stderr_lines.next().unwrap(), "Test failed");
 
     // Then restore the file
diff --git a/cli/tools/fmt.rs b/cli/tools/fmt.rs
index 3cfec9019..d146c958e 100644
--- a/cli/tools/fmt.rs
+++ b/cli/tools/fmt.rs
@@ -327,7 +327,20 @@ async fn check_source_files(
           not_formatted_files_count.fetch_add(1, Ordering::Relaxed);
           let _g = output_lock.lock();
           warn!("Error checking: {}", file_path.to_string_lossy());
-          warn!("   {}", e);
+          warn!(
+            "{}",
+            format!("{}", e)
+              .split('\n')
+              .map(|l| {
+                if l.trim().is_empty() {
+                  String::new()
+                } else {
+                  format!("  {}", l)
+                }
+              })
+              .collect::<Vec<_>>()
+              .join("\n")
+          );
         }
       }
       Ok(())
diff --git a/cli/tools/repl/editor.rs b/cli/tools/repl/editor.rs
index fbdda3f5c..a40b6fcd1 100644
--- a/cli/tools/repl/editor.rs
+++ b/cli/tools/repl/editor.rs
@@ -2,8 +2,10 @@
 
 use crate::colors;
 use deno_ast::swc::parser::error::SyntaxError;
+use deno_ast::swc::parser::token::BinOpToken;
 use deno_ast::swc::parser::token::Token;
 use deno_ast::swc::parser::token::Word;
+use deno_ast::view::AssignOp;
 use deno_core::anyhow::Context as _;
 use deno_core::error::AnyError;
 use deno_core::parking_lot::Mutex;
@@ -235,6 +237,12 @@ impl Validator for EditorHelper {
     for item in deno_ast::lex(ctx.input(), deno_ast::MediaType::TypeScript) {
       if let deno_ast::TokenOrComment::Token(token) = item.inner {
         match token {
+          Token::BinOp(BinOpToken::Div)
+          | Token::AssignOp(AssignOp::DivAssign) => {
+            // it's too complicated to write code to detect regular expression literals
+            // which are no longer tokenized, so if a `/` or `/=` happens, then we bail
+            return Ok(ValidationResult::Valid(None));
+          }
           Token::BackQuote => in_template = !in_template,
           Token::LParen
           | Token::LBracket
diff --git a/cli/tools/repl/session.rs b/cli/tools/repl/session.rs
index 0c0563ab8..f6bbf9b9c 100644
--- a/cli/tools/repl/session.rs
+++ b/cli/tools/repl/session.rs
@@ -193,12 +193,13 @@ impl ReplSession {
     line: &str,
   ) -> EvaluationOutput {
     fn format_diagnostic(diagnostic: &deno_ast::Diagnostic) -> String {
+      let display_position = diagnostic.display_position();
       format!(
         "{}: {} at {}:{}",
         colors::red("parse error"),
         diagnostic.message(),
-        diagnostic.display_position.line_number,
-        diagnostic.display_position.column_number,
+        display_position.line_number,
+        display_position.column_number,
       )
     }
 
diff --git a/ext/console/02_console.js b/ext/console/02_console.js
index 7d150c033..2e54cd137 100644
--- a/ext/console/02_console.js
+++ b/ext/console/02_console.js
@@ -1005,7 +1005,7 @@
     }
     ArrayPrototypeShift(causes);
 
-    let finalMessage = (MapPrototypeGet(refMap, value) ?? "");
+    let finalMessage = MapPrototypeGet(refMap, value) ?? "";
 
     if (ObjectPrototypeIsPrototypeOf(AggregateErrorPrototype, value)) {
       const stackLines = StringPrototypeSplit(value.stack, "\n");