Vinmeim's hint lead me up a blind alley for some time: I've conquered the room now but none of the solutions I can see on CaravelNet work in the way suggested.
I'd be interested to see a demo with no exploded casks (possible challenge opportunity!).
Following Patrick here .... he got frustrated:
DROD the Second Sky Part 61
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Push casks on spikes, and get the timing right to kill as many as possible.
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Not enough time to explode all three casks ... time for the alcove.
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Cover the left spike and center spike with a cask, stash the remaining cask to the upper left of the square door.
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With just three roaches left push the cask off to the alcove and hide there whilst the spikes kill the roach line.
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For extra speed credit, blow up the last cask to kill two roaches at once .... guaranteed First Place Share that way!
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76th SkyWatcher
When the only tool you have is a Really Big Sword, all problems start to look like Giant Roaches