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Synchronisation problems

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iPF Noob
Hi everybody,

I am having some problems synchronising my iPad to my PC.
When I synchronise my iPad to my PC it won't transfer my music from my PC to my iPad. (the numbers appear on my iPad but they are greyed out)

AND I can't update my iTunes on PC to 10.5.3. (the downloading will work, but when it should install it just stops).
Is it because I didn't update my iTunes to the newest version that I'm having difficulties?

Thanks

Vincent
 

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