It would sure be nice if we could see a track plan, even a rudimentary one.
That said, let me see if I understand what Charlie wants…
He has two curves approaching a cliff face with tunnels, one over the other, separated by 24 vertical inches, with the lower curve being on a sharper radius than the upper curve.
Neither radius is given.
He wants the upper curve to be supported by a wooden trestle, and the lower track approaches the tunnel at ground level.
Have I got that right?
Now, if memory serves, a wooden trestle bent has cross members about every 12 to 16 scale feet, maybe even stretched to 20 feet sometimes. In 0 scale, that is every 4 - 5 inches.
(http://freightsheds.largescalecentral.com/users/ccsii/photos/Trestle.jpg)
Let us remove the lower two cross members, as well as the interior vertical supports, and double or triple up the lowest remaining cross member. From there, you can drop vertical or angled supports to the foundation, leaving open sufficient room for the right of way. Make however many you need.
I hope that description suffices, because I have no talent at drawing.
OR, another approach is to treat the lower track as a “river” and use a girder bridge from the last trestle bent to the upper tunnel opening, thereby removing the need for this Rube Goldberg monstrosity/