I have the same issue with version 69 alpha. I assume I am safe with the usual rules for updating DynDOLOD midgame. I have generated the json files again but this time with alpha-73 and I still don't have a whiterunWorld.json file. I assume it's not necessary if that's the case as I have followed the same troubleshooting steps as the used you were replying to and found that the file was simply never generated.
For whatever reason, I seem to crash when disabling dyndolod and then moving indoors and saving. Followed by disabling dyndolod (with occlusion) in mod organiser 2 and attempting to save again. Fortunately, if I have to restart, I wasn't too far in..
