The migration of the data as described in the scenario requires custom implementation in order to create services
, get the data from the 5.x project and create the items on the new 8.x project using the API (E.g. News API
The recommended approach is to get the 5.x project locally (the project files and the database), restore it and than upgrade it following that article: http://docs.sitefinity.com/upgrade
Once the process is completed and the site works fine, you can deploy
it to the new Live server.
I hope the information helps.
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