"These would absorb the small length changes between pylons due to thermal changes, as well as long form subtle height changes." [emphasis added]
The cumulative expansion is dealt with in a single sentence:
"A telescoping tube, similar to the boxy ones used to access airplanes at airports would be needed at the end stations to address the cumulative length change of the tube."
But that's not enough. The entire track near the ends is moving by this amount. That means that the ends of the track are advancing and retreating over multiple pylons (unless you can figure out a way to cantilever the track over 300 meters). This is a completely unsolved problem.