Upgrading WO 5.2.4 to WO5.3

I am using WO5.2.4 for development and deployment and need to upgrade to 
WO5.3. I am using XCode 2.0.

Must/should I install XCode 2.4 in order to upgrade to WO5.3

Our deployed systems are running on Mac OS X Client so will also need an 
upgrade. Is my only way to upgrade these also to install XCode 2.4? Can 
this be done remotely from the command line (I have ssh access to our servers)?

Should I wait a week or two to see if a simpler solution arises? What if 
for example Apple decided to maintain WO separately from XCode (as it 
should be in my opinion)? Might I get a separate route to install WO 5.3 or 
later?