actually, I don't understand your question, or you don't understand what is optware
Optware provides a framework for cross-compilation which includes toolchain, libraries etc. If you need a package (let's call it target) which is not yet in the optware you should get its sources, create target.mk file and patches (if required) and say "make target-ipk"
If you think the packages are outdated, the task is even much simplified. You need to edit already existing target.mk file and compile a fresh version you want to.
You can install a free vmware-server and linux in it. In principle you might even try to install optware onto cygwin. I think there is a chance that it might work.
Finally:
http://www.nslu2-linux.org/wiki/Optw...ckageToOptware