Yeah, sometimes those multiple stitches can be tight. Sometimes I can make it a bit easier by using my right needle to loosen the stitches before I go for the 'together' stitch. It's usually not needed with the first stitch on the left needle, but I'll insert my right needle purlwise into the second stitch and pull toward me, stretching that stitch a bit. Then I'll do the same with the third stitch in. Then sometimes I'll work the needle in knitwise through all three and pull toward me, stretching again. THEN (finally) I'll try for the 'insert through the back loop and pray to God I can catch the yarn and bring it through' part.
All of which means I can spend a couple of minutes trying to accomplish one stitch!! Thank God knitting isn't a speed-judged sport!