diff --git a/src/poetry/core/version/markers.py b/src/poetry/core/version/markers.py
index 309eb3476..448a7fcba 100644
--- a/src/poetry/core/version/markers.py
+++ b/src/poetry/core/version/markers.py
@@ -475,6 +475,9 @@ def intersect(self, other: BaseMarker) -> BaseMarker:
         if other.is_empty():
             return other
 
+        if isinstance(other, MarkerUnion):
+            return other.intersect(self)
+
         new_markers = self._markers + [other]
 
         return MultiMarker.of(*new_markers)
diff --git a/tests/version/test_markers.py b/tests/version/test_markers.py
index a3b5eab43..cfe987063 100644
--- a/tests/version/test_markers.py
+++ b/tests/version/test_markers.py
@@ -372,6 +372,24 @@ def test_multi_marker_is_empty_is_contradictory() -> None:
     assert m.is_empty()
 
 
+def test_multi_complex_multi_marker_is_empty() -> None:
+    m1 = parse_marker(
+        'python_full_version >= "3.0.0" and python_full_version < "3.4.0"'
+    )
+    m2 = parse_marker(
+        'python_version >= "3.6" and python_full_version < "3.0.0" and python_version <'
+        ' "3.7"'
+    )
+    m3 = parse_marker(
+        'python_version >= "3.6" and python_version < "3.7" and python_full_version >='
+        ' "3.5.0"'
+    )
+
+    m = m1.intersect(m2.union(m3))
+
+    assert m.is_empty()
+
+
 def test_multi_marker_intersect_multi() -> None:
     m = parse_marker('sys_platform == "darwin" and implementation_name == "cpython"')