diff --git a/Lib/shlex.py b/Lib/shlex.py
index e87266f8dd..00f7da8f14 100644
--- a/Lib/shlex.py
+++ b/Lib/shlex.py
@@ -232,7 +232,7 @@ class shlex:
                             break   # emit current token
                         else:
                             continue
-                elif self.posix and nextchar in self.quotes:
+                elif self.posix and nextchar in self.quotes and self.state != 'c':
                     self.state = nextchar
                 elif self.posix and nextchar in self.escape:
                     escapedstate = 'a'
diff --git a/Lib/test/test_shlex.py b/Lib/test/test_shlex.py
index 3936c97c8b..1e217ad72e 100644
--- a/Lib/test/test_shlex.py
+++ b/Lib/test/test_shlex.py
@@ -273,6 +273,10 @@ class ShlexTest(unittest.TestCase):
         # white space
         self.assertEqual(list(s), ['a', '&&', 'b', '||', 'c'])
 
+    def testPunctuationWithPosix(self):
+        s = shlex.shlex('<"a"', posix=True, punctuation_chars=True)
+        self.assertEqual(list(s), ['<', 'a'])
+
     def testEmptyStringHandling(self):
         """Test that parsing of empty strings is correctly handled."""
         # see Issue #21999