diff --git a/apps/tests/macro/match/guard_literal_or.nyash b/apps/tests/macro/match/guard_literal_or.nyash
new file mode 100644
index 00000000..af3b16c2
--- /dev/null
+++ b/apps/tests/macro/match/guard_literal_or.nyash
@@ -0,0 +1,8 @@
+local d = 2
+local r = match d {
+  1 if (1 < 2) => 10
+  2 if (2 < 3) => 20
+  _ => 30
+}
+print(r)
+
diff --git a/tools/test/smoke/macro/match_guard_literal_or_smoke.sh b/tools/test/smoke/macro/match_guard_literal_or_smoke.sh
new file mode 100644
index 00000000..97d2c666
--- /dev/null
+++ b/tools/test/smoke/macro/match_guard_literal_or_smoke.sh
@@ -0,0 +1,32 @@
+#!/usr/bin/env bash
+set -u
+
+root=$(cd "$(dirname "$0")"/../../../.. && pwd)
+bin="$root/target/release/nyash"
+src="apps/tests/macro/match/guard_literal_or.nyash"
+
+if [ ! -x "$bin" ]; then
+  echo "nyash binary not found at $bin; build first (cargo build --release)" >&2
+  exit 1
+fi
+
+export NYASH_MACRO_ENABLE=1
+
+# 1) AST expanded (no PeekExpr)
+out_ast=$("$bin" --dump-expanded-ast-json "$src")
+if [[ "$out_ast" == *'"kind":"PeekExpr"'* ]]; then
+  echo "[FAIL] Expanded AST still contains PeekExpr for guard-literal-or" >&2
+  exit 2
+fi
+
+# 2) Runtime output check via VM
+export NYASH_VM_USE_PY=1
+out_run=$("$bin" --backend vm "$src" | tr -d '\r')
+# allow trailing newline to be trimmed by command substitution
+if [ "$out_run" != "20" ] && [ "$out_run" != $'20\n' ]; then
+  echo "[FAIL] VM run unexpected output. Got:" >&2
+  printf '%s\n' "$out_run" >&2
+  exit 2
+fi
+
+echo "[OK] match guard literal OR smoke passed"