Syncing iPhone 3GS to Windows Vista

Ive synced my iPhone so many times, but now its decided it doesnt want to co-operate. I dont have that much knowledge of iPhones when they go wrong.. So heres what happens and what I need help with..
I connect my iPhone to iTunes and it starts syncing and backing up my iPhone and when it gets to loading songs it gets to about the second song and a windows message pops up and says
iTunes has stopped working
Windows can check online for a solition to the problem (i have clicked this and nothing happens)
and it also just tells me to close the program
Its beyond frustrating now, its happened about 10 times
I also downloaded the latest version of iTunes but that hasnt helped...
Help!

Can you play the song where the sync stops in iTunes on your computer? Are all songs inside your iTunes library? Did you already organize your media files using File > Library > Organize Library?

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