Syncing can't back up!

This is a problem cause that means I can't properly update either!
I haven't been able to properly sync my iphone for a few different iOS versions. Every time my iPhone gives me an error. saying something like "couldn't finish your iPhone failed to backup to your computer". This happened on the last iOS update too and I tried to just continue updating my iOS but then my iPhone got stuck in DFU mode! I could not get out of DFU mode and ended up having to go to the Apple store to get them to fix it.
I guess it could be something with my computer? but what? I have no idea and i'm afraid to try and update again.
my specs:
windows 7
iPhone4
not the latest firmware but the one before.
i'm on Rogers
thanks

Thank you for answering my question. If I reinstall itune, is it mean that I need to install music, apps, video...everything in itune again? also intall everything in my iphone again?

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