The blue crib is actually from a Fisher Price Little People set (the old ones). I had it as a kid.
The red ribbon looks like the mold used for the show stable...perhaps it's from a UK set? The trophy is definitely from a show stable mold set, perhaps it goes with the ribbon.
Maybe the ruler is from the schoolhouse released in the UK? I'm not too up on the UK playsets.
EDIT:
Yup the ruler is from the schoolhouse! Lucky guess. Here's What Dream valley Says:
"The Schoolhouse is taken directly out of the "My Little Pony Tales" series as it is where the Little Ponies go to learn their lessons. This playset (1990-1992) looks a lot like the actual classroom with lots of fun and educational decals and accessories. The pink and purple Schoolhouse opens up to become a large classroom complete with a school bell (yellow) you can ring, green pegasus weather vane, neon pink magic board to write on, that cuckoo clock that Patch is always shooting, and the window that opens up to become a slide the ponies use when school lets out. Large accessories include two pink & yellow desks (with the letters 'u' and 'e' as the legs), a yellow & periwinkle globe, and a purple & multicolored xylophone with two mallets (periwinkle w/green). Smaller accessories include a pink skipping rope, two rulers (periwinkle & yellow), two pencils (periwinkle & yellow), two books (math & science; periwinkle w/decals), and a pair of glasses (shown on box, not photographed). The colors of the accessories may vary than those that came with my Schoolhouse. In German, the schoolhouse is called Pony Schule."
The ribbon doesn't match Rosette's set though...so I don't know what playset it's from.
