Drill a countersink hole through ~2/3 of the 2x4
Put a washer sized to your countersink hole under the screw head and run them up from underneath.
I'm sure you already have the railing in place, so you'll get to lie on your back and enjoy staring up at the sky while you do the drilling. If not, just flip it over and pre-drill and countersink every ~12"
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