How to deploy rails apps from a VM Ware Virtual Machine?

Has anyone had any luck deploying rails apps in a Linux VM image on a
production MS Server 2003 with IIS ?

If so which image did you use a a base?

I am currently using a Gentoo image and have installed ruby and rails
after performing a rails testapp and running webrick with ruby
script/server I get a page timeout when trying to visit and I get no error messages.

Does anyone else have to deploy in Windows and stay within a VM sandbox?

rails man

We run multiple Rails applications in Ubuntu VMs on windows hosts
(normally XP; waiting on an ESX server) without any issues.