It happened on Jasper Street in the city's Port Richmond section around 8:30 a.m.
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Investigators said a 22-year-old man was driving the wrong way towards Allegheny Avenue.
He hit a Chevy Malibu when he got to Frankford Avenue.
One of the two cars then struck a man who was walking by.
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The woman driving the Malibu was killed. The pedestrian is listed in critical condition.
The wrong-way driver was not seriously hurt.
Police have not yet determined if he was under the influence.