Wasn't that already featured in an earlier volume's extras, though? It's the one where she picks up the remains of his name tag flower from the entrance ceremony (
Vol7, Ch99.2, Pg7 - 'Episode Zero'). Or is there another like that one that tells of another event beyond that during the first year that takes place before the centipede race incident that got revealed during the 3rd year sports festival lead-up chapters?
In any case, I already talked about an event before their first encounter in the library in Ch1, the aforementioned centipede race incident. There's also Anna's commentary for Ch1 from the Vol8 extras, the end of the School Trip Guidebook extra chapter,
Ch113.3, pg20, where she describes her memories of the scenes she's seeing, including excitement at him staring at her in class and later approaching her in the library. The way they're framed, they're memories of those emotions, not her having them in the present looking back.
Still, the timeline doesn't seem to show the 'funny person' segment going back as far as when I suspect the 2nd year sports festival, and thus the centipede race incident, to have taken place. It's all still summer of 2nd year, at the earliest, and the sports festival seems like a spring event within a month or so of the start of the school year. For reference, this came up in a flashback for
Ch103, starting on Pg3.