I curious... What led to the decision to scrap the old data (database - sounds like 1.5.0) completely (instead of just performing a rebuild on the new version)?
Usually one can just export the old database... Then perform a clean install w/ demo data (clean set of files in a new folder + new database + same db_prefix and db_charset)... Once the install is complete (and verified functioning), One can drop the new database (and replace with a clone of the old database)... Then one can run the database upgrade from zc_install... This process preserves all of the data (and the IDs) in the database and most likely would have avoided any need for attempting to redirect URLs...
But now that you are where you are... You can stick with the new URLs (and go live)...
Or if you have not yet gone live with the new store and have good notes on all of the settings you have changed / configured... It may be worth going back to the database clone + upgrade db step... Then re-applying your changes (and re-installing any plugins)... This would be the "best bet" for retaining all of the URLs (and historical order and customer data)... If going this route, be sure to do a full backup (database and files) first (so you don't lose all your work).


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