[lldb] Give more time to test/API/multiple-debuggers #8913
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This test occasionally fails on two of the busiest CI bots (asan and matrix), and we can't reproduce it locally. This leads to the hypothesis that the test is timing out (in the sense of the number of "join attempts" performed by this test's driver).
This commit doubles the number of iterations performed and also does an NFC refactor of the main test loop so that it can be more easily understood.