This falls into the “not tested, not supported, but might work” category as long as the url transformations are invisible to the MM.
We know that others have tried similar ways to have HTTPS setup externally from IIS itself and we have seen that this does not work well with Microsoft Silverlight at this and will not play back streams.
I do not recommend it.
Certainly as part of our implementation services, Polycom Global Services can help you design and install a scalable, supportable solution. They can be reached from http://support.polycom.com/PolycomService/support/us/support/Contact_Us.html
Hope this helps.