I think it's from 2003 or a decade old. Is yours running something prior to Windows XP?
I know folk that have trouble with syncing but it's usually not the old PC but a driver or some issue other than iTunes.
Have you noticed that a lot of folk today expect Apple to fix their PC issues?
I have an older operating system and my iPhone 5 will not sync(i'm not buying a new computer for a while) I've already downloaded a move from iTunes and now I also want to have it on my phone, do I have to now buy it again for it to work on my phone?