There is ODT2ORG ( https://bitbucket.org/josemaria.alkala/odt2org/wiki/Home ) which allows you to import odt files into org-mode.
About the headlines: I'm not quite sure I understand you.
org-mode includes org-toc.el, which provides a separate buffer using the TOC of your current document (for example, in Reftex). All entries there are already associated with individual headers. In addition, the exported document will include TOC by default without your intervention.
Orgmode does not support auto-numbered headers (for now). However, if you want to export your document in html, docbook, latex or PDF, your headers will look numbered and nested (you can configure the settings quite a lot).
I doubt that you will get your expected result exclusively automatically, but it should work 70% automatically, especially if you have latex installed and you just want to have a beautiful appearance at the end. Convert doc to odt, convert odt to org, open and type "Cc Ce d".
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