import sys


class Empty:
    def __iter__(self):
        return self

    def __next__(self):
        raise StopIteration


def run():
    for _ in Empty():
        pass


def on_raise(code, offset, exc):
    if code is run.__code__ and isinstance(exc, StopIteration):
        print("callback: raising RuntimeError")
        raise RuntimeError("monitor callback failed")


monitoring = sys.monitoring
monitoring.use_tool_id(3, "stopiteration-repro")
try:
    monitoring.register_callback(3, monitoring.events.RAISE, on_raise)
    monitoring.set_events(3, monitoring.events.RAISE)
    run()
finally:
    monitoring.set_events(3, 0)
    monitoring.register_callback(3, monitoring.events.RAISE, None)
    monitoring.free_tool_id(3)

raise AssertionError("RuntimeError from the monitoring callback was swallowed")

callback: raising RuntimeError

AssertionError: RuntimeError from the monitoring callback was swallowed