This chart shows the Release Sequence with dates and version numbers for iTunes and iPhone Firmwares:

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Typical Update Process involves the following steps-
• SyncBackup of iPhone FW A by iTunes X
• JB/Unlock by some Tool
• Restore FW B by iTunes X
• SyncRestore iPhone FW B by iTunes X
Now here there is a huge gap between what I currently have & where I need to go.
iTunes: 8.2
iPhone 2G: 2.2
Now, I know 8.2 can handle Backups for 2.2.
My fear is there might be some issues / incompatibility between iTunes versions / iPhone FW that are too far apart.
Now, I am wondering if it might mess up my
• iPhone
• Backups
• Cracked IPAs
• Cydia Apps
• Any other Settings / Data
I am wondering which of the following is what I need to do:
1) I update to iTunes 9.0.3 / 9.1 assuming and hoping it safely works with 2G 2.2
(I am wondering if that would be with / without cracked apps).
Anyone experimented with that?
• Update iTunes X > Y
• SyncBackup of iPhone FW A by iTunes Y
• JB/Unlock by some Tool
• Restore FW B by iTunes Y
• Sync Restore iPhone FW B by iTunes Y
2) I update to iTunes 9.0.3 / 9.1 in the middle assuming & hoping it does no mess the SyncBackups & SyncRestore Data i.e. SyncDATA is handled / managed across versions
(I am wondering if that would be with / without cracked apps)
• SyncBackup of iPhone FW A by iTunes X
• JB/Unlock by some Tool
• Update iTunes X > Y
• Restore FW B by iTunes Y
• Sync Restore iPhone FW B by iTunes Y
OR
3) Do I need to do some R&D to determine which special sequence involving multiple versions of iTunes works best? Especially given the order of / releases and Release dates of iPhone FW & iTunes.
ALSO:
Cracked Apps / .IPAs that are in iTunes & on iPhone… How do I ensure they survive when I go across from a:
2.2 FW: Mobile Substrate (Some pre-AppSync that allowed Cracke IPAs)
to
3.1.x FW: AppSync for Installd



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