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If iTunes is acting up, you may need to download and install a fresh version of the program. The latest version’s always waiting at www.apple.com/itunes/download. Your iTunes program itself may also alert you to a new version—or you can make sure it does so in the future:
If you use iTunes for Windows and installed the Apple Software Update utility when you added iTunes, an alert box appears whenever Apple updates iTunes and offers to install it for you. If you skipped installing the utility, choose Edit→Preferences→General and turn on “Check for updates automatically.” If you prefer to check manually, choose Help→“Check for Updates”. In either case, you’re prompted to snag an update if one’s available.
The Mac’s Software Update program is designed to alert you, via a pop-up dialog box, about new updates for iTunes. If you turned Software Update off (in System Preferences), however, you can run it manually by choosing Software Update from the Apple menu.