I opt for the greedy strategy in most game play scenarios for pretty much the reasons you described here. I was considering making a mod to perform this action for me and was looking for a more "correct" solution but greedy is way simpler and just as effective for most cases.
akoboldfrying|4 months ago
If you do the same, but add all weight-1 items before adding all weight-4 items, you'll still get a solution using the same (optimal) number of bundles, but you may use more capacity in the final bundle than needed -- e.g., if you have 61 sticks and 1 pearl, and add them in that order, the first bundle wastes 3 slots and the second uses 4 slots (vs. no wasted space in the first bundle and just 1 slot used in the second if adding in the reverse order).
OTOH, if you mix adding items of different weights (while staying with the approach of only ever adding to the current bundle if there's room, and if not, moving to a fresh bundle) then you can arrive at a suboptimal number of bundles. E.g., adding 61 sticks, 1 pearl and 3 dirt in that order will require 3 bundles instead of the optimal 2.