Time machine has reverted my OS back to OS X 10.5.4 and i can't update....

when i put a new hard drive in my macbook i had to reinstall OS X. It seems the software updates didn't get backed up with time machine meaning that I have outdated software for safari and especially itunes. I used time machine to transfer all my files, itunes library, i can't open itunes because it says my version of itunes from time machine is a newer version than what i have on my macbook. When i try and do a software update it just freezes on calibrating install.... All i can think is that there is some middle software missing somewhere and the jump from 10.5.4 is too great to whatever OS it should now be on...
Can anyone help?
Thank you in advance for your time.

iTunes 10.6.3 IS the latest for 10.5.8...
http://support.apple.com/kb/DL1575
So, could you have been at 10.6 or later somehow?
You say you're on 10.5.8, but maybe reaply the 10.5.8 Update...
Combo Update, 10.5.8...
http://support.apple.com/downloads/Mac_OS_X_10_5_8_Combo_Update

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