It's funny how we're all remembering different movies that the prequel trailers were attached to, partially because we weren't all in the same country. Here in the States, Meet Joe Black and Wing Commander (both Fox movies, of course) got the teaser and theatrical TPM trailers in November of '98 and March of '99, respectively. Entertainment Tonight and Access Hollywood were how I first saw them, respectively.
Yup, I still remember. Never underestimate the long-term memory of an 8th grader.
My friend and I snuck into The Matrix in early April and they, of course, had attached the TPM theatrical trailer. So I at least got to see that one on the big screen. Probably one of the earliest times I can remember noticing the glare from the house lights on the screen during the trailers. As in, "this would look way better if they just turned them off!."
Then there was that night, I guess it was early May of '99, where I walked into an FAO Schwartz and they had both trailers playing on a loop on the small CRT TV and a Kenner (Hasbro?) Maul saber you could swing around. I didn't want to leave!