It is hard to pin down the term "pointworthy" in the era before the IJS, but I think that there has been a constant pressure throughout the history of competitive skating to "up the technical ante." One person does an extra revolution, then another joins the game, and first thing you know everybody who IS anybody has to do it to keep pace. In the mid 1990s every lady was doing a triple toe as her solo jump in the short program. By the end of the decade you had to upgrade to a triple flip or you were out of the running. In men's the first triple Axel was performed in competition in 1978. A decade later "everybody" was doing it.
I think the watershed period for quads was 2002 when the whole Olympic podium comprised quadsters of note, In the LP Yagudin and Plushenko each did a quad and Goebel did three. (Yagudin had planned two but when Plushenko faltered in the SP Alexei realized that he didn't need the second quad after all, and bailed.) In fact, I have read that in the preliminary version of the IJS (2003) the dry run tests of the system, using previous years' tapes, gave Goebel the gold medal, despite his second mark limitations. This would never do, so the ISU massaged the infant IJS until they got is so that Yagudin won in the mock judging.
The ISU has yo-yoed up and down ever since, but the quadsters generally manage to stay ahead of the ISU rules-tweakers. The 2010 clash between Plushenko and Lysacek was interesting because, to use a baseball analogy, the slugger (Plushenko) was outpointed in TES by the "smallballer" who wins with a base hit, a stolen base, a sacrifice bunt and an outfield fly. (In a weird sort of role reversal, Plushenko won the PCS battle, while Lysacek won on tech.)