so you have two tracks with items of same length at the same position.
get the sws and reapack extensions.
there you find a script like 'x-raym copy region and put it at the end of the project', setting a keyboard shortcut to it for easier execution.
create a region over the items and press your keyboardshortcut 100 times. (Maybe you are able te create a script which loops from 1 to 100 performing the script)
create volume envelopes for Track 1 and 2 from beginning to end
Track 1 run from 0 to -inf
Track 2 run -inf to 0
ok, increasing in steps would be more exact but i guess that can be neglected, depends on the length of the items.
make a folder Track
render the folder track to mono or stereo muting the sources
render the result with region matrix to single files.
there you are (almost)
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