I think the best way to do it would be an XML file referenced from a meta tag. This is a property of websites, not web pages, so it makes sense to put all the information in one place.
<!-- page.html -->
<meta name="msapplication-jumplist" content="http://arstechnica.com/jumplist.xml">
<!-- jumplist.xml -->
<?xml version="1.0" encoding="UTF-8"?>
<jumplist>
<name>Ars Technica</name>
<starturl>http://arstechnica.com/</starturl>
<tooltip>Ars Technica: Serving the technologist for 1.2 decades</tooltip>
<task>
<name>News</name>
<action-uri>http://arstechnica.com/</action-uri>
<icon-uri>http://arstechnica.com/favicon.ico</icon-uri>
</task>
<task>
<name>Features</name>
<action-uri>http://arstechnica.com/features/</action-uri>
<icon-uri>http://static.arstechnica.net/ie-jump-menu/jump-features.ico</icon-uri>
</task>
<!-- etc -->
</jumplist>