The W3 docs have a nested list example prefixed by DEPRECATED EXAMPLE:
, but they never corrected it with a non-deprecated example, nor explained exactly what is
What's not mentioned here is that option 1 allows you arbitrarily deep nesting of lists.
This shouldn't matter if you control the content/css, but if you're making a rich text editor it comes in handy.
For example, gmail, inbox, and evernote all allow creating lists like this:
With option 2 you cannot due that (you'll have an extra list item), with option 1, you can.