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Might be worth it then - I'll probably do it on 79" (50x17) to make the most of the flat bits.
I did 100km yesterday in the Cotswolds and had to bail once when the speed dropped <7kph, that was 76". Bit of weight loss and it should be fine, at my weight and 10-11kph it's about 2kg per 1.5" gear to maintain the same speed.
Leith Hill is short, you can always walk. Depending on where you are in the crowd you might have to anyway, it gets all choked up with walkers and zigzaggers unless you're pretty early on.