From Ladybower you’d gp up the side of the reservoir, over Cut Gate, drop down to Langsett then pick up the obvious bridleway from near the Flouch that cuts up to the railway line over to Dunford Bridge, turn left up the road to the Longdendale Trail, follow that all the way through to Hadfield then across to Glossop.
From Glossop over to Hayfield, either via the road up Chunal then across Middle Moor or over Lantern Pike, maybe via Charlesworth. Then from Hayfield take either the Jacob’s Ladder track or the Roych over towards Edale, possibly via Rushup Edge or Chapel Gate.
From there, probably the track that crosses Jaggers Clough up to the Roman Road then back to Ladybower either via Fluffy Kittens and up Hagg Farm or down Potato Alley and up the concrete switchbacks and down Lockerbrook – other options also available…
… if that makes sense. You could do it the other way round, but I reckon Cut Gate rides better that way – steepish climb followed by a long, long descent.