Dom's brilliant 173 too hot for Ansty
Glynde will visit Outwood in the Sussex decider on Sunday, June 18.
Glynde chalked up a massive 321-2 as Shepheard hit 23 fours and six sixes, while Dominic Harris contributed 62 and Joe Adams 59.
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Hide AdHarris then took 4-45 and Mark Beddis 3-49 as Ansty were dismissed for 199.
Glynde chairman Roger Martin said: 'It will be nice to play Outwood again, we know them well. We haven't met them for a while but going back in time like us they were one of the founder teams in the competition.
'It's a small ground like ours in the north of the county between Three Bridges and Horley, so there should be plenty of runs.'
In the other semi-final Middleton made 289-7, with Outwood getting home by five wickets.
Glynde had the best of Saturday's East Sussex division one league game against Seaford but the visitors held out for a draw.
Ringmer head the table by 37 points after victory over Herstmonceux.