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It might be one of 2 things. I think that some people are reporting that the firmware in the new iPods is causing sync issues (you'll see "Communicating with iPod" message forever) or the other issue is that you might have too many tracks stored on the iPod (try loading a small number of tracks on the iPod and see if it works... if it does then keep on adding tracks until it stops working then you'll know the max number you can use).
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300C AWD Cool Vanilla
Protection Group II (side/curtain air bags, air filtering, parksense, self sealing tires)
Luxury Group II (4 heated seats, dimming exterior mirrors with signals, courtesy lamps)
California Walnut Wood Trim
Sunroof, Kenwood DNX8120, Rear Seat DVD VES, iPod integration unit
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