The incident began just after 1 a.m. Saturday on the 2400 block of Germantown Avenue.
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According to police, the male driver of a 2007 GMC was traveling at a high rate of speed when he struck the rear of a 2000 Toyota. The Toyota then crashed into a parked unattended vehicle.
The impact caused the male driver of the Toyota to be trapped inside in his car. Firefighters freed the Toyota driver and he was taken to the hospital in stable condition with a fractured ankle.
The driver of the striking vehicle fled the scene and continued southbound Germanton Avenue where he lost control and struck a light pole on Dauphin Street, police said. The vehicle flipped over landing on its roof.
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The driver was trapped inside his vehicle for approximately 20 minutes as firefighters worked to free him.
Once rescued, he was taken to the hospital in critical condition with multiple injuries.
The crash remain under investigation. Police said the driver of the striking vehicle possibly faces multiple charges including leaving the scene of an accident.