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NLB supports IP-based target groups. That would allow you to load balance to resources through the VPN connection.
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I'm having some trouble following what you need to do. A diagram would help; or perhaps labelling the servers (A, B, etc.) and specifically calling out the ports and application type. In general, VPNs allow transparent access between two networks; so the issue here is probably that the proxy server cannot (or doesn't support?) forwarding the traffic that you require.