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A product I really like to use when I install doors or threshold is Great Stuff(expanding foam sealant),that stuff lives up to its name!If you can get any clearance for the spray tube under your threshold,see if you can shoot some of it under and than caulk the outside.Good luck
I used that Great Stuff foam sealant already around the jambs when its was installed, its messy but works great.. DAP has a new latex based (easy cleanup) that works pretty good to although I'm not sure its as good as Great Stuff.. I haven't tried it under the threshold...since the threshold is metal, I shouldn't have a problem with rotting/mildew... thanks for the tip..