First issue – you have dependency backwards. Depending on something means loading after dependency, while you want earlier.
Second issue – theme’s stylesheet doesn’t actually use enqueue, it is usually codded directly in header.php file of theme. And since it seems to come before wp_head() call – you have no hook to ensure your stylesheet is above it.
So this is commonly handled like your workaround – queued stylesheet with option to disable it by code or option in admin.
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